一种源自海绵的桔青霉产生的不寻常的C25甾体。

Unusual C25 steroids produced by a sponge-derived Penicillium citrinum.

作者信息

Amagata Taro, Amagata Akiko, Tenney Karen, Valeriote Frederick A, Lobkovsky Emil, Clardy Jon, Crews Phillip

机构信息

Department of Chemistry and Biochemistry and Institute for Marine Sciences, University of California Santa Cruz, Santa Cruz, California 95064, USA.

出版信息

Org Lett. 2003 Nov 13;5(23):4393-6. doi: 10.1021/ol0356800.

DOI:10.1021/ol0356800

PMID:14602008

Abstract

[structure: see text] Structurally unique steroids, isocyclocitrinol A (1) and 22-acetylisocyclocitrinol A (2), were isolated from the extract of a saltwater culture of sponge-derived Penicilliun citrinum. The structures were established by analysis of 1D and 2D NMR data. The absolute structures were determined on the basis of X-ray structure analysis and application of modified Mosher's method. Furthermore, the structure of cyclocitrinol (3a) previously isolated from a terrestrial P. citrinum was revised as 3b. Compounds 1 and 2 showed weak antibacterial activity against Staphylococcus epidermidis and Enterococcus durans.

摘要

[结构：见正文] 从海绵源桔青霉的海水培养物提取物中分离出结构独特的甾体化合物异环柠檬醇A（1）和22-乙酰基异环柠檬醇A（2）。通过一维和二维核磁共振数据的分析确定了其结构。基于X射线结构分析和改良的莫舍尔方法确定了绝对结构。此外，先前从陆地桔青霉中分离出的环柠檬醇（3a）的结构被修订为3b。化合物1和2对表皮葡萄球菌和耐久肠球菌显示出微弱的抗菌活性。